3-Aminopropionitrile → Ethyl 7-chloro-1-(2-cyanoethyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

HRID 1696935ノート

反応式

HRID 1696935 の反応式
Cl[C:2]1[C:7]([C:8](/[C:10](=[CH:16]/[N:17]([CH3:19])C)/[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:20])[N:3]=1.[NH2:21][CH2:22][CH2:23]C#N>C(O)C.C(OCC)C>[Cl:20][C:4]1[N:3]=[C:2]2[C:7]([C:8](=[O:9])[C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:16][N:17]2[CH2:19][CH2:23][C:22]#[N:21])=[CH:6][CH:5]=1

参加物

4

反応物 2

HCID 16473-AminopropionitrileHCID 15675736Ethyl (2Z)-2-((2,6-dichloropyridin-3-yl)carbonyl)-3-(dimethylamino)prop-2-enoate

生成物 1

HCID 87333475Ethyl 7-chloro-1-(2-cyanoethyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

試薬・触媒・溶媒 1

HCID 21585056Diethyl ether ethanol溶媒

反応条件

温度
75 °C

実験手順

A solution of EXAMPLE 81A (20 g) and 3-aminopropionitrile (4.9 mL) in 1:1 ethanol/diethyl ether (400 mL) was stirred for 15 minutes, diluted with hexanes (1 L), and filtered. The filtrant was dissolved in acetonitrile (400 mL), and the resulting solution was treated with potassium carbonate (17.4 g), heated at 75° C. for 18 hours then cooled, diluted with water (1.5 L), stirred for 1 hour, and filtered.

後処理

  1. filtrationfiltered
  2. dissolutionThe filtrant was dissolved in acetonitrile (400 mL)
  3. additionthe resulting solution was treated with potassium carbonate (17.4 g)
  4. temperaturethen cooled
  5. additiondiluted with water (1.5 L)
  6. filtrationfiltered

出典と根拠

ORDレコード
ord-2d11fef41e544d75b34d55a10652b3f1
出典データセット
uspto-grants-2012_04
特許番号
US08163769B2

反応ノート

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